Jacob and Lia had broken up six months ago after dating for a little over a year. It was an amiable break: it had been a good relationship, but they realized their visions for the future were too incompatible and there was someone better for them out there. They'd loved each other a lot, Jacob admiring how soulful and witty Lia was, and though she was a bigger and thicker woman than he'd ever dated, he'd come to love her body and find her to be a very sexy woman with a strong libido that more than matched his own.
After the breakup, they didn't talk or see each other for almost three months, until they happened to run into each other at a jazz show. Both of them were still single, and one thing leading to another, they ended up back in her apartment and having sex that night. They did the same thing the next weekend, and soon enough, despite the potential drawbacks in the long run, they were agreeing to be "friends with benefits," neither of them especially interested in dating right now and enjoying the comfortable sex with each other.
But a little too comfortable, maybe. One night they began talking about spicing things up and, realizing that it was easier now to talk about sexual fantasies than it was when they were actually dating, they learned that both of them had an interest in BDSM and tease/denial erotic play. So they started doing that, starting with light spanking, gentle ball slapping, and then progressing to using a belt on each other's asses. And so it went for some weeks.
Now, though, they've decided to push their boundaries. Tonight will be Lia's turn to dominate, and she's promised him a night of serious pain and tease/denial, which Jacob agreed to, though he did feel a little nervous about the idea of "serious pain." But if there was a time to try it, he thought, it was now. So it was with a tingle of excitement that he arrived at her apartment on Saturday night...
"I'll be using a 1-2-3 format," Lia explained. She was wearing tight black pants and a white sports bra that contained her large, pendulous breasts, breasts that Jacob had found a bit floppy when they first were dating, but now loved for their size and heft, and the way his face could get lost between them. "And the punishments will get more intense as the night goes on." Lia used her fingers to count out: "1...2...3."
She went on, explaining that the basic rule of the night was that Jacob could use their safe word at any time and she'd stop immediately -- but then the night was over. "And that means you don't get to fuck me or cum," she clarified. "But if you don't use the safe word and endure all three punishments, you'll get to fuck me at the end of the night." She leaned in closer to whisper in his ear and cup his crotch over his jeans: "You want to fill my pussy up with your cum, don't you?"
He nodded, his eyes wide. She really was embodying a strict mistress in her tone and posture, and it was very, very hot to him.
"Now, I'm going to be cumming as much as I want tonight," she said. "But if you cum before the end of the night, you won't get to fuck me. Agreed?"
"Yes."
"Yes WHAT?"
"Yes, ma'am." They'd agreed on him calling her that, which to her seemed a little sexier than "Mistress."
"You're sure?" Lia squeezed the crotch of his jeans a little harder. "Tonight will be hard for you, honey. You can still back out if you want."
He gulped. "No, I want to go on. Ma'am."
Lia nodded and released his crotch. "OK. Go pee, and then get your clothes off. All of them. Quickly."
Jacob used the bathroom and then, back in the bedroom, he stripped off his jeans, T-shirt, socks and boxers. Lia led him to the bed and tied him to the four bedposts with silk scarves, tying them tighter than in the past and making him feel very immobilized and at her mercy.
"Round 1," Lia announced. "Let the teasing begin."
She began to kiss his chest, lightly stroking his chest hair and his thighs, then licking his ear and kissing his neck. Jacob's cock hardened quickly, sticking straight up from his dark thatch of lightly-trimmed pubes. He was already straining at his bonds and moaned about how turned on he was by Lia.
"Oh, babe, we've just started," she laughed, looking at his steely cock. "You have a long way to go." She tapped her fingertips on his bulging balls. "When did you last cum, anyway?"
"Um, four days ago," he answered. "I was saving it for you...ma'am."
Lia laughed again. "That might have been a bad call, babe, because this is going to be a long night for you. But here, I'll help you control yourself." She took a rubberband from her dresser and put it around the top of his ball sack, not so tight it would cause damage -- but tight enough to prevent his balls from drawing up and pumping out their big load. He drew in a sharp breath as he felt the band around his scrotum and tried to look down at it. The pressure only seemed to make his cock even harder, too.
Lia pushed his head back down on the pillow. "Sweetie, I'm doing you a favor here."
"Thank you, ma'am."
"Good. Shall we go on?"
"Yes, ma'am."
Now Lia spent some time stroking his erection, just grazing it with the tips of her fingers, praising its hardness. "It wants to fuck my pussy later, doesn't it?"
"YES ma'am!"
"Well, we'll see. You have to earn that, honey, and it won't be easy." Lia stroked him for a few more minutes, covering his mouth as he moaned loudly. "This is already pretty hot," she said. "I think I'm ready to start cumming." She kept her bra on for now, but took her black pants off. She wasn't wearing underwear and Jacob could sense that her pussy was already moist and swollen. A moment later, he knew that for sure: she straddled his face, hovering a few inches above her nose so he could smell her musky aroma. "OK, eat me, honey, and make cum all over your face."
Lia pushed her pussy against his mouth and Jacob eagerly started licking, pushing his tongue past her dark brown pubic hair -- she kept a full bush -- and poking between her large inner lips. Her vagina was soaked, nearly dripping, and he ate hungrily as she humped her clit against his tongue. "Harder," she ordered. "Make me cum."
He stiffened his tongue and swirled around in circles, like he knew she liked, and Lia started panting and grunting, rocking her hips and clutched his hair as she came on his face, gasping and groaning. His face was soaked with her juices, and she took a moment to wipe him with a washcloth. "Good boy," she praised. "You're still in the running to fuck me later" -- she cupped his balls, which looked bigger than ever under the rubberband -- "and empty these deep in my pussy."
"Oh, fuck..." Jacob was breathing heavily and rocking his hips like he wanted to cum.
"No, no, not yet," Lia said. "Now it's time for punishment number 1." When she saw the nervous look on his face, she just grinned devilishly. "Oh, sweetie, this one isn't too bad. It's the other ones you might want to worry about."
Now she reached over to her dresser and picked up another rubberband, making Jacob look confused. Lia then sat between his splayed legs and used her feet to hold his erection in place, pointed straight up vertically.
"OK, honey, I'm going to snap this on the tip of your penis now. It's going to sting. A lot. Are you ready?"
"Um..."
But when Jacob didn't say the safe word, Lia followed through on her promise, pulling the rubberband a good six inches before letting it fly at the purplish head of his cock, where it struck just a shade left of the slit in the middle. There was a distinct "thwack," then a second before the sting hit Jacob and he howled in pain, going taut and trying to twist out of his bonds to nurse his cock. Lia kept a hold on his cock, though, watching as the purplish head turned a deeper hue.
"Shh, take it easy, sweetie," Lia soothed. "I know it stings... it's supposed to."
Jacob kept grunting, surprised at how much it hurt, but it was also a sharp and fleeting pain that subsided fairly quickly.
"That's round 1," Lia said. "I'll give you a few minutes to relax before we start round 2." She went into the bathroom for a few minutes and then came back to the bed. "Are you ready to continue, honey?"
He wasn't so sure, but he nodded anyway. "Yes, ma'am."
She went back to teasing him again, but more intensely than before, licking his cock, lightly, up and down the shaft, but not putting it in her mouth. Then she swirled her tongue around the tip of his cock, making him squirm, and still not putting his penis in her mouth. Next, she worked on his balls, licking them gently and taking the entire sack into her mouth. He was moaning in pleasure, panting and practically babbling as she did this for a few minutes, and she could tell he was thrusting like he wanted to cum -- so she abruptly took her mouth away, to his disappointed groan.
"I think I'll cum again, now," Lia announced, getting herself into a 69 position, so she could very lightly tap the tip of Jacob's penis with the tip of her tongue, as she pushed down against his face and made her pussy engulf him. Jacob took her long labia into his mouth and sucked them, before lapping between them, amazing at how drenched her pussy was again. He could feel her wet tangle of pubic hair brushing his nose and intoxicating him with his heady scent. By now she was pushing down against his tongue, almost like it was a toy she was rubbing her clit against, until she came again, holding her pussy tight against his mouth as her quivering died down. When she finally got up, Jacob was gasping.
"Oo, that was a good one, baby," Lia said, looking down at his crotch. "But now I have to hurt you again, OK?"
"What--what are you going to do?" he asked.
She caressed his swollen balls. "Well, since this is Round 2, I'm going to hurt those two full balls of yours. I'm going to squeeze them, hard, for two full seconds, and you're going to take it like a good boy if you want to empty all that cum in my pussy later." She looked right into his widened eyes. "Here we go, OK?"
"Y--Yes, ma'am."
She'd never actually squeezed his balls in all their previous BDSM sessions--and it was even worse than he'd anticipated. Lia gripped hard and squeezed with real force, really crushing his testicles together as she sat on his thighs, keeping him completely pinned down on the bed. "1, Mississippi..." she said, and before she was even done with that first number he was squealing and begging for her to stop, his entire lower abdomen felt like a bowling ball was crashing into it --
"Oh, fuck, please! PLEASE!"
